Propylamine → N-n-propyl-N-(1,3-dioxolan-2-ylmethyl)amine

HRID 1763767Notes

Reaction equation

HRID 1763767 reaction equation
Br[CH2:2][CH:3]1[O:7][CH2:6][CH2:5][O:4]1.[CH2:8]([NH2:11])[CH2:9][CH3:10].[OH-].[Na+]>O>[CH2:8]([NH:11][CH2:2][CH:3]1[O:7][CH2:6][CH2:5][O:4]1)[CH2:9][CH3:10]

Participants

5

Conditions

Temperature
100 °C

Procedure

2-Bromomethyl-1,3-dioxolane (20 grams) and n-propylamine (100 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated at a temperature of about 100° C. for a period of about 3 hours. After this time sodium hydroxide (10 grams) dissolved in water (100 ml) was added and the resulting mixture was stirred for a period of about 30 minutes. The reaction mixture was then extracted with ether and the ether solution separated and dried over magnesium sulfate. The dried solution was filtered and stripped of solvent to yield the desired product N-n-propyl-N-(1,3-dioxolan-2-ylmethyl)amine an an oil.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionwas added
  4. extractionThe reaction mixture was then extracted with ether
  5. customthe ether solution separated
  6. dry with materialdried over magnesium sulfate
  7. filtrationThe dried solution was filtered

Sources & evidence

ORD record
ord-f1bb8c9d8ce14de58efd8b80a2842090
Source dataset
uspto-grants-1978_09
Patent number
US04113464

Reaction notes

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